Holiday rentals in Pine Grove

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Top-rated holiday rentals in Pine Grove

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Windham Centre
4.93 out of 5 average rating, 273 reviews

The Kiln - Stay Longer Save More!

Escape life's bustle & retreat to this 4-season cabin, which sits on an 80 acre farm overlooking a tranquil pond. Cozy up inside by the wood stove, play some of the many games provided, or kick your feet up & catch up on your favourite shows as satellite & wifi are accessible. Get outdoors to wonder the fields and go for long forest walks along the many trails, or sit around the fire pit roasting hot dogs and marshmallows! Make sure to keep an eye though, as you're bound to see some wildlife!

Top guest favourite
Bungalow in Port Rowan
4.93 out of 5 average rating, 246 reviews

Newly renovated cottage at LongPoint (DogFriendly)

Welcome to our newly renovated 2-bedroom cottage — bright, airy & just steps from public beach access! ✨ Features you’ll love: * Fully renovated in 2021 * Cozy fireplace, fully stocked kitchen, BBQ & fire pit * Fully fenced backyard & fully fenced front porch — perfect for kids & pets * Dog-friendly stay. Unfortunately we cannot welcome cats because our child is allergic 🐾 * High chair & playpen (new in 2025) Please note: * 2 night minimum stay * Cleaning fee waived for weeklong bookings!

Top guest favourite
A large window reflects the surrounding forest, showcasing tall trees and a clear blue sky. The interior space appears open, with natural light illuminating the area. Potted plants add a touch of nature, complementing the serene environment.
Shipping container in Simcoe
4.97 out of 5 average rating, 137 reviews

Little Can in the Pines - Bunkie No. 1

*NO hydro/power/electricity *NO running water *NO flush toilet (outhouse only) *NO Wi-Fi *NO street lights (it's dark at night) *NO sheets, blankets, pillows - Queen *NO cookware, plates, utensils etc. *HEATED seasonally from Oct - May *Outdoor shower - operates seasonally *Poor cell signal (except Rogers) *Very private *Far from road - 800 ft *Dogs welcome *Firewood for sale *BBQ & propane provided w/ tongs & spatula *Bunkies are 400 ft apart from each other We look forward to hosting you!

Guest favourite
An eight-person jacuzzi is set on a covered porch, surrounded by lush greenery. The water reflects the sunlight, creating a serene environment. Nearby, large windows provide views of the outdoors, enhancing the space's openness.
Home in Waterford
4.92 out of 5 average rating, 118 reviews

Vintage Farmhouse with Hot Tub on Vineyard

Our tranquil Farmhouse at Bonnieheath Estate blends vintage country charm, creating a warm and inviting retreat for up to 8 guests. This beautifully styled three-bedroom, one-bathroom Farmhouse is on the main and upper floor of the building and does not share amenities with the Cellar Suite which is a separate unit on the lower floor. Perfect for relaxing, quiet gatherings, enjoying a peaceful countryside escape, steps away from the working Vineyard and Lavender farm at Bonnieheath Estate.

Guest favourite
An exterior view showcases a modern tiny home with a combination of wooden and black siding. Large windows allow for ample natural light, and a small wooden deck is visible at the entrance. The surrounding landscape features open fields and a partly cloudy sky.
Tiny home in Cayuga
4.94 out of 5 average rating, 138 reviews

Luxury Tiny Home at the Farm - Botanical Oasis

Get away from it all, and enjoy time away. Spend time in the country, with all the comforts of home (and then some!). Pet / feed the animals, enjoy a campfire, walk the trails through the fields and the forest. Take an adventure outing at one of our suggested venues, or pick one of you own. Try it before you buy it! This tiny home is at the same location where True North Tiny Homes builds their homes. If you're lucky, you can tour some other tiny homes under construction while you're here.

Guest favourite
A charming wooden cabin is set on a lush green lawn, featuring a welcoming porch with seating. A guitar is displayed on the exterior wall, and a grill is positioned nearby. Large windows allow natural light to fill the cozy space.
Cabin in Port Dover
4.84 out of 5 average rating, 123 reviews

Romantic Cabin For Two Or A Multi Family Stay

Cozy cabin for two + kids and pets. New this year is a second cabin which acts as extra sleeping space the larger family or a second family. The second cabin would not be rented to strangers to those renting the main cabin. New this year, a third building which will have outdoor movie nights with kettle popcorn over an open fire. I will also be building a pizza fire oven. Play area for the kids and a large park across the dirt road for your enjoyment. Beach is a 15min walk as most amenities.

Top guest favourite
Farm stay in Vittoria
4.99 out of 5 average rating, 165 reviews

Cozy and private farm loft.

Welcome to our farm! We are tucked away at the end of a dead end road in beautiful Norfolk County, located just a 10 min drive to Simcoe, Pt Dover and Turkey point, which have everything you would need. Relax in our cozy loft - stocked with all the essentials for your visit and enjoy country living! You can visit one of the many wineries or breweries we have in the county, grab some fresh produce at some of the local farm markets, or walk/bike one of the many trails in the area.

Top guest favourite
A glass-topped table is situated on a balcony, surrounded by comfortable chairs. Fruits are displayed in the center of the table. The expansive view of the serene blue waters of Lake Ontario extends beyond the railing, framed by greenery and a clear sky.
Guest house in Lincoln
4.97 out of 5 average rating, 301 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS MAY 31-JUNE 4 JUNE 8-18 JUNE 21-JULY 6 Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: lakefront and orchards

Top guest favourite
A seasonal swimming pool is surrounded by a wooden deck, featuring a lounge chair and decorative items. Lush green trees provide shade, while colorful flowers and plants are arranged around the pool area, creating a serene outdoor space.
Home in Oakland
4.96 out of 5 average rating, 107 reviews

Luxury Oasis with Hot Tub/Pool

Forget your worries in this spacious and serene space. Our Apartment offers you the chance to get away from it all with luxurious extras from a romantic soak in our hot tub or swim in our seasonal pool. Spoiled with robes to use during your stay, or a coffee at our coffee, tea, and hot chocolate bar. Enjoy a romantic fire under the stars in a shared firepit, or relax in your beautiful patio area with your own bbq and beautiful outdoor lighting.

Top guest favourite
A seasonal pool is surrounded by a natural stone wall and lush landscaping. Green and red foliage provides a vibrant contrast to the water’s dark surface. A wooden deck borders the pool, creating a serene outdoor space for relaxation.
Guest house in Delhi
4.98 out of 5 average rating, 171 reviews

R&R La Petite Rhineland Retreat

Nestled amidst a canopy of trees with a symphony of song, rests a petite cottage that offers a serene experience. This picturesque oasis is accented by a seasonal pool, private deck, and extensive landscaping adding to the air of tranquility. Whether visiting friends & family, exploring local sites or seeking a cozy little private setting for rest & relaxation, La Petite Rhineland Retreat is an impressive destination.

Top guest favourite
Cottage in Simcoe
4.9 out of 5 average rating, 104 reviews

Quiet Cottage Near Turkey Point and Port Dover

NEWLY UPDATED Come and relax in the country. In a 115 yr old tiny home surrounded by 100 acres of farmland. You can sit by the fire and enjoy the quiet solitude of the farm, hit the local beaches, or head into town for some great restaurants. Want to stay in? We also have a few classic board games and a Wii U. Or just curl up and binge your favourite shows/movies! SEASONAL SHOWER IS NOW OPEN

Guest favourite
A fire pit with decorative cut-outs is surrounded by wooden adirondack chairs, creating a cozy outdoor gathering space. The timber frame tiny home is visible in the background, framed by lush greenery and illuminated by soft outdoor lighting.
Tiny home in Hamilton
4.94 out of 5 average rating, 281 reviews

Timber Haven

Reconnect with nature at this unforgettable timber frame tiny home. Nestled along the edge of the forest, and overlooking a pond, this newly constructed home features a full kitchen, bathroom, private deck, hot tub, and stone patio with fire pit. Sleeping loft accessible by ladder comfortably sleeps four with expansive views of nature.

Popular amenities for Pine Grove holiday rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Haldimand County
  5. Pine Grove